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344249

Sigma-Aldrich

Diphenyl phosphoryl chloride

96%

Synonym(s):

Diphenyl chlorophosphate, Diphenyl phosphorochloridate

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About This Item

Linear Formula:
(C6H5O)2POCl
CAS Number:
2524-64-3
Molecular Weight:
268.63
Beilstein:
654130
EC Number:
219-759-6
MDL number:
MFCD00003030
UNSPSC Code:
12352100
PubChem Substance ID:
24861235
NACRES:
NA.22

vapor pressure

10 mmHg ( 190 °C)

Quality Level

100

Assay

96%

form

liquid

refractive index

n20/D 1.55 (lit.)

bp

314-316 °C/272 mmHg (lit.)

density

1.296 g/mL at 25 °C (lit.)

SMILES string

ClP(=O)(Oc1ccccc1)Oc2ccccc2

InChI

1S/C12H10ClO3P/c13-17(14,15-11-7-3-1-4-8-11)16-12-9-5-2-6-10-12/h1-10H

InChI key

BHIIGRBMZRSDRI-UHFFFAOYSA-N

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General description

Diphenyl phosphoryl chloride is a diaryl phosphoryl derivative. It is formed during the preparation of monophenyl phosphoryl chloride via reaction of phenol and phosphorus oxychloride.

Application

Diphenyl phosphoryl chloride may be used:
  • in the preparation of guanosine-adenosine-5′,5′-triphosphate, guanosine-cytidine-5′,5′-triphosphate, guanosine-uridine-5′,5′-triphosphate, diguanosine-5′,5′-diphosphate and diguanosine-5′,5′-triphosphate
  • as phosphorylating agent for the synthesis of 2-deoxy-D-galactose-3 and -6 phosphoric acids
  • in the synthesis of diaryl phosphoryl derivatives of alkylene dithiophosphates

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H314

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B

WGK

WGK 3

Flash Point(F)

>235.4 °F

Flash Point(C)

> 113 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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219. Deoxy-sugars. Part XV. D-Galactose-3 and-6 phosphoric acids and their 2-deoxy-analogues.
Foster AB, et al.
Journal of the Chemical Society, 980-987 (1951)
Dialkyl (aryl) phosphoryl derivatives of alkylene dithiophosphates.
Sharma CS and Nagar PN.
Phosphorus, Sulfur, and Silicon and the Related Elements, 179(9), 1793-1798 (2004)
Y Furuichi et al.
The Journal of biological chemistry, 251(16), 5043-5053 (1976-08-25)
Blocked and methylated 5' termini of reovirus mRNA are formed by viral cores at an early stage of transcription. Cores incubated in a complete transcription reaction mixture for 30 s, or in a mixture lacking UTP and ATP for a
Synthesis of Disodium Phenyl Phosphate.
Freeman HF and Colver CW.
Journal of the American Chemical Society, 60(4), 750-751 (1938)

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